1097793-35-5

Upstream product

• 94569-84-3 2-bromo-5-fluorobenzaldehyde 
• 95-54-5 1,2-diamino-benzene 
• 394-28-5 2-Bromo-5-fluorobenzoic acid 
• 202865-66-5 2-bromo-5-fluorobenzyl alcohol 

Downstream Products

• 1254070-50-2 C₁₆H₁₂BrFN₂ 
• 1174039-99-6 2-fluoro-6-phenylbenzo[4,5]imidazo[2,1-a]isoquinoline 
• 10173-67-8 4-fluoro-2-(2-fluorobenzo[4,5]imidazo[1,2-c]quinazolin-6-yl)aniline 

Relevant academic research and scientific papers

Copper-Catalyzed Construction of Trinuclear N-Fused Hybrid Scaffolds Using Cyclic Ureas as New Building Blocks

2-(2-Bromoaryl)- and 2-(2-bromovinyl)-benzimidazoles are coupled and cyclized with cyclic ureas as new building blocks in dimethylformamide in the presence of a catalytic amount of a copper catalyst and a base to give the corresponding trinuclear N-fused

Design, synthesis and antifungal activity evaluation of isocryptolepine derivatives

In this paper, the nitrogen atom was inserted into the anthracycline system of the isocryptolepine nucleus to obtain the “Aza”-type structure benzo[4,5]imidazo[1,2-c] quinazoline. A series of “Aza”-type derivatives were designed, synthesized and evaluated for their antifungal activity against six plant fungi in vitro. Among all derivatives, compounds A-0, B-1 and B-2 showed significant antifungal activity against B. cinerea with the EC50 values of 2.72 μg/mL, 5.90 μg/mL and 4.00 μg/mL, respectively. Compound A-2 had the highest activity against M. oryzae with the EC50 values of 8.81 μg/mL, and compound A-1 demonstrated the most control efficacy against R. solani (EC50, 6.27 μg/mL). Moreover, compound A-0 was selected to investigate the in vivo tests against B. cinerea and the results indicated that the preventative efficacy of it up to 72.80% at 100 μg/mL. Preliminary mechanism studies revealed that after treatment with A-0 at 5 μg/mL, the B. cinerea mycelia appeared curved, collapsed and the cell membrane integrity may be damaged. The reactive oxygen species production, mitochondrial membrane potential and nuclear morphometry of mycelia have been changed, and the membrane function and cell proliferation of mycelia were destroyed. Compounds A-0, A-1, B-1 and B-2 presented weaker toxicities against two cells lines than isocryptolepine. This study lays the foundation for the future development of isocryptolepine derivatives as environmentally friendly and safe agricultural fungicides.

IBX works efficiently under solvent free conditions in ball milling

IBX (2-iodoxybenzoic acid), discovered in 1893, is an oxidant in synthetic chemistry whose extensive use is impeded by its explosiveness at high temperature and poor solubility in common organic solvents except DMSO. Since the discovery of Dess-Martin Periodinane in 1983, several modified IBX systems have been reported. However, under ball milling conditions, IBX works efficiently with various organic functionalities at ambient temperature under solvent free conditions. Also, the waste IBA (2-iodosobenzoic acid) produced from the reactions was in situ oxidized to IBX in the following step using oxone and thus reused for multiple cycles by conserving its efficiency (only ～6% loss after 15 cycles). This work describes an overview of a highly economical synthetic methodology which overcomes the problems of using IBX, efficiently in gram scale and in a non-explosive way. This journal is the Partner Organisations 2014.

Synthesis of substituted benzimidazo[2,1-a]isoquinolines and its condensed analogues using Pd(0)-catalyzed cyclization/C-H activation

An efficient route for the synthesis of benzimidazo[2,1-a]isoquinolines and its condensed analogues has been developed via the palladium-catalyzed cyclization/C-H activation of N-allyl and N-methallyl derivatives of benzimidazoles.